Propane-1, 3-dione derivative
Provided is a pharmaceutical composition containing a propane-1,3-dione derivative as the active ingredient, particularly a GnRH receptor antagonist. Also, provided is a propane-1,3-dione derivative having a GnRH antagonistic effect.
1. A propane-1,3-dione compound represented by the general formula (I):
(R 1 , R 2 , R 3 and R 4 : the same or different, H, NO 2 , CN, Halo, a hydrocarbon group which may be substituted, a heterocycle which may be substituted, a hydroxy which may be substituted, a carboxy which may be substituted, an acyl-O— which may be substituted, an acyl which may be substituted, a substituent —S(O)n 101 — (n 101 : an integer of 0 to 2, the same shall apply hereinafter), H—S(O)n 101 —, a carbamoyl which may be substituted, a sulfamoyl which may be substituted, or an amino which may be substituted, and two adjacent groups selected from the group of R 1 , R 2 , R 3 and R 4 may be combined to form an aryl or a cycloalkenyl; R 5 and R 6 : the same or different, H, Halo, a hydrocarbon group which may be substituted or an amino which may be substituted; X 1 and X 2 : the same or different, N, S or O atom; A and B: the same or different, an aryl which may be substituted or a heterocycle which may be substituted; Z 1 , Z 2 , Z 3 and Z 4 : C or N; provided that 1) when X 1 and X 2 each is S or O, one or both of the corresponding R 5 and R 6 are absent; 2) when one to four of Z 1 , Z 2 , Z 3 and/or Z 4 are N, the corresponding R 1 , R 2 , R 3 and/or R 4 are absent; and 3) that if one of A and B is phenyl, the other is not 4-nitrophenyl)
or a pharmaceutically acceptable salt thereof, provided that the compounds 1 to 39 shown in the following table are excluded, wherein the symbol Ph means phenyl, Me means methyl, Et means ethyl, and tBu means tert-butyl,
TABLE 1
1.
2.
3.
4.
5.
6.
7.
8.
9.
10.
11.
12.
13.
14.
15.
16.
17.
18.
19.
20.
21.
22.
23.
24.
25.
26.
27.
28.
29.
30.
31.
32.
33.
34.
35.
36.
37.
38.
39.
2. The propane-1,3-dione compound or a pharmaceutically acceptable salt thereof according to claim 1 , wherein at least any one of X 1 and X 2 is N.
3. The propane-1,3-dione compound or a pharmaceutically acceptable salt thereof according to claim 1 or 2 , wherein X 1 and X 2 are N at the same time.